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1041-01-6,MFCD00064987
Catalog No.:AA003IKS
1041-01-6 | 3,5-Diiodo-L-thyronine
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1g
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$72.00   $50.00
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5g
98%
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$258.00   $180.00
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10g
98%
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$445.00   $312.00
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25g
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  • Technical Information
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Technical Information
Catalog Number:
AA003IKS
Chemical Name:
3,5-Diiodo-L-thyronine
CAS Number:
1041-01-6
Molecular Formula:
C15H13I2NO4
Molecular Weight:
525.0770
MDL Number:
MFCD00064987
IUPAC Name:
(2S)-2-amino-3-[4-(4-hydroxyphenoxy)-3,5-diiodophenyl]propanoic acid
InChI:
InChI=1S/C15H13I2NO4/c16-11-5-8(7-13(18)15(20)21)6-12(17)14(11)22-10-3-1-9(19)2-4-10/h1-6,13,19H,7,18H2,(H,20,21)/t13-/m0/s1
InChI Key:
ZHSOTLOTTDYIIK-ZDUSSCGKSA-N
SMILES:
OC(=O)[C@H](Cc1cc(I)c(c(c1)I)Oc1ccc(cc1)O)N
EC Number:
213-867-7
UNII:
CAL3MRM51F
Properties
Computed Properties
 
Complexity:
365  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0
Exact Mass:
524.893g/mol
Formal Charge:
0
Heavy Atom Count:
22  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
525.081g/mol
Monoisotopic Mass:
524.893g/mol
Rotatable Bond Count:
5  
Topological Polar Surface Area:
92.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.1  

Synonyms
 
3,5-diiodo-DL-thyronine 
3,5-diiodo-L-thyronine 
UNII-CAL3MRM51F 
NSC 90469 
CAL3MRM51F 
L-T2 
CHEMBL1877304 
O-(4-Hydroxyphenyl)-3,5-diiodo-L-tyrosine 
ZHSOTLOTTDYIIK-ZDUSSCGKSA-N 
Diiodo-L-thyronine 
Tyrosine, O-(4-hydroxyphenyl)-3,5-diiodo- 
(2S)-2-amino-3-[4-(4-hydroxyphenoxy)-3,5-diiodophenyl]propanoic acid 
3,5-diiodothyronine 
(S)-2-amino-3-(4-(4-hydroxyphenoxy)-3,5-diiodophenyl)propanoic acid 
Q-200349 
3,5-Diiodothyronine, L- 
3,5-Diiodothyronine (VAN) 
AK-40240 
EINECS 213-867-7 
Liothyronine Impurity E 
AC1L3OZJ 
AC1Q5QKO 
Spectrum5_001995 
3,5-diiodothyronine, (DL)-isomer 
L-Tyrosine, O-(4-hydroxyphenyl)-3,5-diiodo- 
ARONIS27078 
SCHEMBL445767 
Jsp000412 
CHEBI:94696 
CTK0H6749 
ACT06949 
KS-000048KM 
ZINC4258247 
ANW-15028 
3,5-diiodothyronine, (L)-isomer 
BDBM50431468 
CD-343 
MFCD00064987 
AKOS015900357 
AC-8874 
ACN-043301 
AN-7561 
DS-2181 
RTR-000940 
NCGC00163110-01 
3,5-T2 
BC227004 
I538 
SC-20583 
o-(4-hydroxyphenyl)3,5-diiodo-l-tyrosine 
AB0004586 
AX8015879 
TR-000940 
FT-0614628 
ST24028226 
M-8495 
3,5-Diiodo-L-thyronine 
3,5-Diiodo-L-thyronine, thyroid hormone analog 
041D016 
3,5-Diiodo-4-(4-hydroxyphenoxy)-L-phenylalanine 
3-[4-(p-Hydroxyphenoxy)-3,5-diiodophenyl]-L-alanine 
BRD-K65411918-001-01-5 
L-Tyrosine, O-(4-hydroxyphenyl)-3,5-diiodo- (9CI) 
UNII-U1Y9GN485M component ZHSOTLOTTDYIIK-ZDUSSCGKSA-N 
Alanine, 3-(4-(p-hydroxyphenoxy)-3,5-diiodophenyl)-, L- (8CI) 
(2S)-2-amino-3-[4-(4-hydroxyphenoxy)-3,5-diiodo-phenyl]propanoic acid 
3,5-Diiodo-L-thyronine, >=96.0% (calc. based on dry substance, NT) 
1041-01-6 
(2S)-2-Amino-3-[4-(4-hydroxyphenoxy)-3,5-diiodophenyl]propanoic Acid (Diiodothyronine) 
3,5-Diiodothyronine 
L-3,5-Diiodothyronine 
3,5-Diiodo-DL-thyronine 
Levothyroxine EP Impurity E 
C15H13I2NO4 
3,5-DIHYDROXYBENZOIC ACID 
CID92859 
AR-1E9692 
C15-H13-I2-N-O4 
3,5-Diiodi-L-thyronine 
CS-T-19369 
3,5-Diiodo-L-thyronine, 98% - 1G 1g 
D1119 
3,5-T2 
3,5-diiodo-l-thyronine/Dextrothyroxine intermediate 1 
Alanine, 3-[4-(p-hydroxyphenoxy)-3,5-diiodophenyl]-, L- 
5433-54-5 
Diiodothyronine 
Literature

Title: Thyroid hormone reduces cholesterol via a non-LDL receptor-mediated pathway.

Journal: Endocrinology 20121101

Title: Intracellular and plasma membrane-initiated pathways involved in the [Ca2+]i elevations induced by iodothyronines (T3 and T2) in pituitary GH3 cells.

Journal: American journal of physiology. Endocrinology and metabolism 20120601

Title: 3,5-Diiodo-L-thyronine modulates the expression of genes of lipid metabolism in a rat model of fatty liver.

Journal: The Journal of endocrinology 20120201

Title: Analysis of thyroid hormones in serum of Baikal seals and humans by liquid chromatography-tandem mass spectrometry (LC-MS/MS) and immunoassay methods: application of the LC-MS/MS method to wildlife tissues.

Journal: Environmental science & technology 20111201

Title: Nonthyrotoxic prevention of diet-induced insulin resistance by 3,5-diiodo-L-thyronine in rats.

Journal: Diabetes 20111101

Title: 3,5-Diiodo-L-thyronine prevents high-fat-diet-induced insulin resistance in rat skeletal muscle through metabolic and structural adaptations.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20111001

Title: Effect of 3,3',5-triiodothyronine and 3,5-diiodothyronine on progesterone production, cAMP synthesis, and mRNA expression of STAR, CYP11A1, and HSD3B genes in granulosa layer of chicken preovulatory follicles.

Journal: Domestic animal endocrinology 20111001

Title: 3,5-diiodo-L-thyronine increases FoF1-ATP synthase activity and cardiolipin level in liver mitochondria of hypothyroid rats.

Journal: Journal of bioenergetics and biomembranes 20110801

Title: Modulation of thyroid hormone concentrations in serum of rats coadministered with perchlorate and iodide-deficient diet.

Journal: Archives of environmental contamination and toxicology 20110701

Title: Direct effects of iodothyronines on excess fat storage in rat hepatocytes.

Journal: Journal of hepatology 20110601

Title: Determination of six thyroid hormones in the brain and thyroid gland using isotope-dilution liquid chromatography/tandem mass spectrometry.

Journal: Analytical chemistry 20110101

Title: The human serum metabolome.

Journal: PloS one 20110101

Title: TRC150094 attenuates progression of nontraditional cardiovascular risk factors associated with obesity and type 2 diabetes in obese ZSF1 rats.

Journal: Diabetes, metabolic syndrome and obesity : targets and therapy 20110101

Title: 3,5-diiodo-L-thyronine increases resting metabolic rate and reduces body weight without undesirable side effects.

Journal: Journal of biological regulators and homeostatic agents 20110101

Title: Pathways affected by 3,5-diiodo-l-thyronine in liver of high fat-fed rats: evidence from two-dimensional electrophoresis, blue-native PAGE, and mass spectrometry.

Journal: Molecular bioSystems 20101101

Title: Analysis of thyroid hormones in raw and treated waste water.

Journal: Journal of chromatography. A 20101015

Title: Thyroid hormones, mitochondrial bioenergetics and lipid handling.

Journal: Current opinion in endocrinology, diabetes, and obesity 20101001

Title: A method for the analysis of six thyroid hormones in thyroid gland by liquid chromatography-tandem mass spectrometry.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20100701

Title: 3,5-diiodo-L-thyronine upregulates rat-liver mitochondrial F(o)F(1)-ATP synthase by GA-binding protein/nuclear respiratory factor-2.

Journal: Biochimica et biophysica acta 20100201

Title: Short-term effects of thyroid hormones during development: Focus on signal transduction.

Journal: Steroids 20100101

Title: Disruption of insulin signalling preserves bioenergetic competence of mitochondria in ageing Caenorhabditis elegans.

Journal: BMC biology 20100101

Title: Thyroid hormone interactions with DMPC bilayers. A molecular dynamics study.

Journal: The journal of physical chemistry. B 20091008

Title: 3,5-diiodo-l-thyronine, by modulating mitochondrial functions, reverses hepatic fat accumulation in rats fed a high-fat diet.

Journal: Journal of hepatology 20090801

Title: 3,5-Diiodo-L-thyronine rapidly enhances mitochondrial fatty acid oxidation rate and thermogenesis in rat skeletal muscle: AMP-activated protein kinase involvement.

Journal: American journal of physiology. Endocrinology and metabolism 20090301

Title: Short-term effects of thyroid hormones on Na+-K+-ATPase activity of chick embryo hepatocytes during development: focus on signal transduction.

Journal: American journal of physiology. Cell physiology 20090101

Title: Thyroid hormone-induced angiogenesis.

Journal: Current cardiology reviews 20090101

Title: Effects of 3,5-diiodo-L-thyronine administration on the liver of high fat diet-fed rats.

Journal: Experimental biology and medicine (Maywood, N.J.) 20080501

Title: Metabolic effects of thyroid hormone derivatives.

Journal: Thyroid : official journal of the American Thyroid Association 20080201

Title: Molecular evolution of the cytochrome c oxidase subunit 5A gene in primates.

Journal: BMC evolutionary biology 20080101

Title: Relating circulating thyroid hormone concentrations to serum interleukins-6 and -10 in association with non-thyroidal illnesses including chronic renal insufficiency.

Journal: BMC endocrine disorders 20080101

Title: Acute administration of 3,5-diiodo-L-thyronine to hypothyroid rats affects bioenergetic parameters in rat skeletal muscle mitochondria.

Journal: FEBS letters 20071222

Title: 3,5-Diiodothyronine in vivo maintains euthyroidal expression of type 2 iodothyronine deiodinase, growth hormone, and thyroid hormone receptor beta1 in the killifish.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20070801

Title: T-screen to quantify functional potentiating, antagonistic and thyroid hormone-like activities of poly halogenated aromatic hydrocarbons (PHAHs).

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20060601

Title: Role of thyrotropin in metabolism of thyroid hormones in nonthyroidal tissues.

Journal: Metabolism: clinical and experimental 20060601

Title: Identification and quantitation of iodotyrosines and iodothyronines in hydrolysate of iodinated casein by capillary electrophoresis.

Journal: Talanta 20060315

Title: Differentiation of diiodothyronines using electrospray ionization tandem mass spectrometry.

Journal: Journal of mass spectrometry : JMS 20060201

Title: Short-term stimulation of lipogenesis by 3,5-L-diiodothyronine in cultured rat hepatocytes.

Journal: Endocrinology 20050901

Title: 3,5-diiodo-L-thyronine powerfully reduces adiposity in rats by increasing the burning of fats.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20050901

Title: Biological effects of 3,5-diiodothyronine (T(2)).

Journal: Biochemistry. Biokhimiia 20050201

Title: Development of a validated HPLC method for the determination of iodotyrosines and iodothyronines in pharmaceuticals and biological samples using solid phase extraction.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20050105

Title: Short-term effects of thyroid hormone in prenatal development and cell differentiation.

Journal: Steroids 20050101

Title: 3,5-diiodothyronine mimics the effect of triiodothyronine on insulin-like growth factor binding protein-4 expression in cultured rat hepatocytes.

Journal: Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme 20041001

Title: The possible role of cytochrome c oxidase in stress-induced apoptosis and degenerative diseases.

Journal: Biochimica et biophysica acta 20040412

Title: Inhibition of the activity of the native gamma-aminobutyric acid A receptor by metabolites of thyroid hormones: correlations with molecular modeling studies.

Journal: Brain research 20040409

Title: Effects of iodothyronines on the hepatic outer-ring deiodinating pathway in killifish.

Journal: General and comparative endocrinology 20040115

Title: Thyroid hormones in the rat amygdala as common targets for antidepressant drugs, mood stabilizers, and sleep deprivation.

Journal: Biological psychiatry 20031115

Title: Identification of 3,5-diiodo-L-thyronine-binding proteins in rat liver cytosol by photoaffinity labeling.

Journal: Endocrinology 20030601

Title: Thyroid hormones affect the membrane dipolar organization. Is it a general event in their non-genomic action?

Journal: The Journal of membrane biology 20030201

Title: Identification of a novel human organic anion transporting polypeptide as a high affinity thyroxine transporter.

Journal: Molecular endocrinology (Baltimore, Md.) 20021001

Title: Short-term effects of thyroid hormones and 3,5-diiodothyronine on membrane transport systems in chick embryo hepatocytes.

Journal: Endocrinology 20020501

Title: Concentrations of seven iodothyronine metabolites in brain regions and the liver of the adult rat.

Journal: Endocrinology 20020501

Title: Are the effects of T3 on resting metabolic rate in euthyroid rats entirely caused by T3 itself?

Journal: Endocrinology 20020201

Title: Thyroid hormones and mitochondria.

Journal: Bioscience reports 20020201

Title: Control of energy metabolism by iodothyronines.

Journal: Journal of endocrinological investigation 20011201

Title: Cytochrome C oxidase and the regulation of oxidative phosphorylation.

Journal: Chembiochem : a European journal of chemical biology 20010601

Title: Short-term effects of thyroid hormones on lipogenic enzymes and 14C-acetate incorporation into various lipid classes: in vivo and in vitro studies.

Journal: Indian journal of experimental biology 20010501

Title: Effects of thyroid hormones on inner mitochondrial membrane fluidity.

Journal: Bollettino della Societa italiana di biologia sperimentale 20010101

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